Potassium Carbonate → HCID 59184842, compound

HRID 426286Notes

Reaction equation

HRID 426286 reaction equation
C(=O)([O-])[O-].[K+].[K+].[Cl-].[Li+].[C:9]([C:11]1[CH:12]=[C:13]([N:18]([C:22]2[NH:23][C:24](=[O:32])[NH:25][C:26](=[O:31])[C:27]=2[CH:28]([CH3:30])[CH3:29])[C:19](=[O:21])[CH3:20])[CH:14]=[C:15]([CH3:17])[CH:16]=1)#[N:10].Br[CH2:34][C:35]1[CH:40]=[C:39]([F:41])[N:38]=[C:37]([NH:42][CH2:43][C:44]2[CH:49]=[CH:48][C:47]([O:50][CH3:51])=[CH:46][CH:45]=2)[CH:36]=1>CN(C)C=O>[C:9]([C:11]1[CH:12]=[C:13]([N:18]([C:22]2[N:23]([CH2:34][C:35]3[CH:36]=[C:37]([NH:42][CH2:43][C:44]4[CH:49]=[CH:48][C:47]([O:50][CH3:51])=[CH:46][CH:45]=4)[N:38]=[C:39]([F:41])[CH:40]=3)[C:24](=[O:32])[NH:25][C:26](=[O:31])[C:27]=2[CH:28]([CH3:30])[CH3:29])[C:19](=[O:21])[CH3:20])[CH:14]=[C:15]([CH3:17])[CH:16]=1)#[N:10]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 433294Lithium ChlorideHCID 59184640HCID 59184640, compoundHCID 66705620HCID 66705620, compound

Product 1

HCID 59184842HCID 59184842, compoundYield 55.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Potassium carbonate (25 mg, 0.18 mmol) and lithium chloride (24 mg, 0.18 mmol) were added to a solution of N-(3-cyano-5-methyl-phenyl)-N-(5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-acetamide (60 mg, 0.18 mmol) and (4-bromomethyl-6-fluoro-pyridin-2-yl)-(4-methoxy-benzyl)-amine (59 mg, 0.18 mmol) in dimethylformamide (1 mL). After 17 hours the solvent was removed and the residue was subjected to flash chromatography (eluant: 0-5% methanol/dichloromethane). The product containing fractions were combined and the solvent was removed in vacuo to yield the product (58 mg, 0.10 mmol). C31H31FN6O4 calculated 570.2, observed [M+1]+ 571.1; rt=3.82 min.

Workup

  1. customAfter 17 hours the solvent was removed
  2. additionThe product containing fractions
  3. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-158067506bc4489a871f98071ad0a61a
Source dataset
uspto-grants-2012_01
Patent number
US08106064B2

Reaction notes

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